1-(2-Bromoethyl)piperidine → Diethyl 2-amino-6-[(2-piperidin-1-yl-ethoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate

HRID 1954345Notes

Reaction equation

HRID 1954345 reaction equation
[Na].[NH2:2][C:3]1[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:11]2[C:5](=[CH:6][CH:7]=[C:8]([CH2:18][C:19](=[O:22])[NH:20][OH:21])[CH:9]=[CH:10]2)[C:4]=1[C:23]([O:25][CH2:26][CH3:27])=[O:24].[N:28]1([CH2:34][CH2:35]Br)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1>>[NH2:2][C:3]1[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:11]2[C:5](=[CH:6][CH:7]=[C:8]([CH2:18][C:19](=[O:22])[NH:20][O:21][CH2:35][CH2:34][N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)[CH:9]=[CH:10]2)[C:4]=1[C:23]([O:25][CH2:26][CH3:27])=[O:24]

Participants

3

Reactant 2

HCID 4266111-(2-Bromoethyl)piperidineHCID 86755843Diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium

Product 1

HCID 53908148Diethyl 2-amino-6-[(2-piperidin-1-yl-ethoxycarbamoyl)-methyl]-azulene-1,3-dicarboxylateYield 7%

Procedure

In an analogous manner to that described in Example 1, from diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate sodium and 2-piperidinoethyl bromide the title compound of m.p. 163-165° C. is obtained in 7% yield.

Sources & evidence

ORD record
ord-a5cf84cc00c94ff28d83ef4a100bc251
Source dataset
uspto-grants-2000_09
Patent number
US06121322

Reaction notes

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